Chalet in Woodstock, NY
2 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this chalet rental
Dear Traveler,
Look no further. Perfect for a couple looking to get away from it all, this quiet, private and very romantic chalet exudes character, luxury and charm.
Peaceful, cozy and secluded at the end of a quiet, wooded cul-de-sac, the Chalet is the perfect getaway for a much-needed private weekend for two. Yet you're only 7 minutes driving time to Woodstock's Village Green in the middle of town.
This rustic, warmly appointed, 625 square foot second story chalet features 18’ cathedral ceilings, a magnificent stone fireplace with realistic electric element, wide plank floors, a private balcony overlooking the private pool... and a super comfy four-poster queen size bed to ensure your restful weekend in the country. Also included are high speed Internet, 200-channel satellite TV and a robust iPhone-compatible Bose stereo system.
The 18'x36' heated saline pool features deliciously soft water and is open from Memorial Day to Labor Day or longer (September subject to weather conditions). There's also a poolside Mediterranean-style pergola with a gas grill, refrigerator and bluestone bar so you can enjoy a shaded casual mid-day lunch, or dine in rustic luxury under the stars.
Approved pets allowed BY the pool, but not IN the pool. Sorry.
The Chalet has its own private driveway and entrance. A 40' foot breezeway separates the second story Chalet from the main house, ensuring privacy and quietude. Check guest reviews for confirmation.
We're just 3 minutes to the acclaimed Red Onion restaurant, 5 minutes from Woodstock's popular Cucina ristorante, 6 min to excellent sushi at Medo, 7 min to fine Indian cuisine at Nirvana and Silvia restaurant . Another 60 seconds and you're at the Village Green in the center of town, where you can enjoy many other dining and entertainment venues. Just up Rock City from the Green is the swanky Good Night restaurant. And, of course, shopping! Oh, the shopping. ; )
For you music fans, we're "right up the road" from the legendary Levon Helm's Barn, home of the Midnight Ramble and some of the best music in the area. And just several minutes from Colony, a former 1920s hotel and current bar, restaurant and music venue. Check their websites for available performances.
Well-behaved pets less than 45lb (sorry, no exceptions) are welcome, subject to approval, with $25 fee (per pet/night) and nominal $59 VRBO damage insurance (contracted directly with VRBO) required.
Please note: Pets are not allowed in the pool under any circumstances.
Kindly note the 2-night minimum. Weekend-only stays from Memorial Day to Labor Day must include Friday and Saturday night. Check-in is 3 pm, check-out is 11 am.
Notice: I am unable to accept any reservations for 2027 until January 1, 2027.
Be sure to check out our many favorable guest reviews. We look forward to seeing you soon!
Please note: The owner requests 10 minutes each morning for a brief swim, but guests are free to decline. : )
Look no further. Perfect for a couple looking to get away from it all, this quiet, private and very romantic chalet exudes character, luxury and charm.
Peaceful, cozy and secluded at the end of a quiet, wooded cul-de-sac, the Chalet is the perfect getaway for a much-needed private weekend for two. Yet you're only 7 minutes driving time to Woodstock's Village Green in the middle of town.
This rustic, warmly appointed, 625 square foot second story chalet features 18’ cathedral ceilings, a magnificent stone fireplace with realistic electric element, wide plank floors, a private balcony overlooking the private pool... and a super comfy four-poster queen size bed to ensure your restful weekend in the country. Also included are high speed Internet, 200-channel satellite TV and a robust iPhone-compatible Bose stereo system.
The 18'x36' heated saline pool features deliciously soft water and is open from Memorial Day to Labor Day or longer (September subject to weather conditions). There's also a poolside Mediterranean-style pergola with a gas grill, refrigerator and bluestone bar so you can enjoy a shaded casual mid-day lunch, or dine in rustic luxury under the stars.
Approved pets allowed BY the pool, but not IN the pool. Sorry.
The Chalet has its own private driveway and entrance. A 40' foot breezeway separates the second story Chalet from the main house, ensuring privacy and quietude. Check guest reviews for confirmation.
We're just 3 minutes to the acclaimed Red Onion restaurant, 5 minutes from Woodstock's popular Cucina ristorante, 6 min to excellent sushi at Medo, 7 min to fine Indian cuisine at Nirvana and Silvia restaurant . Another 60 seconds and you're at the Village Green in the center of town, where you can enjoy many other dining and entertainment venues. Just up Rock City from the Green is the swanky Good Night restaurant. And, of course, shopping! Oh, the shopping. ; )
For you music fans, we're "right up the road" from the legendary Levon Helm's Barn, home of the Midnight Ramble and some of the best music in the area. And just several minutes from Colony, a former 1920s hotel and current bar, restaurant and music venue. Check their websites for available performances.
Well-behaved pets less than 45lb (sorry, no exceptions) are welcome, subject to approval, with $25 fee (per pet/night) and nominal $59 VRBO damage insurance (contracted directly with VRBO) required.
Please note: Pets are not allowed in the pool under any circumstances.
Kindly note the 2-night minimum. Weekend-only stays from Memorial Day to Labor Day must include Friday and Saturday night. Check-in is 3 pm, check-out is 11 am.
Notice: I am unable to accept any reservations for 2027 until January 1, 2027.
Be sure to check out our many favorable guest reviews. We look forward to seeing you soon!
Please note: The owner requests 10 minutes each morning for a brief swim, but guests are free to decline. : )
Amenities at Romantic Luxury Chalet with Private Pool
Non-smoking
Pets allowed
Map of Woodstock, NY
Ratings and reviews
10 / 10Outstanding·May 2026
We had a great stay!
10 / 10Outstanding·May 2026
The chalet and grounds were stunning and cozy! We had everything we needed for a peaceful stay. Richard was easy to communicate with and checked in to make sure all our needs were met. We were in the area for the Omega Institute and next time we go there, we will definitely be booking with Richard again!
10 / 10Outstanding·May 2026
Beautiful chalet kept in immaculate condition. Quiet, peaceful and relaxing vibe. Richard, the host, was kind thoughtful and attentive. Could not have hoped for a better experience!
6 / 10Average·Nov 2025
Richard was very welcoming. The amenities had much to be desired, a very small refrigerator, a two burner electric hotplate, very limited pots and pans, the bathroom only had a medicine cabinet for essentials, the walkup to the second floor chalet was very tiring for older people.
$$$$
Top rated by guests
9.8Outstanding
(322 Ratings)
"We had a great stay!"
Megan R.Don't miss out! Price and availability may change
